HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzimidazole → methyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(3-(methylamino)propyl)-1H-benzimidazole | HCID 3145400 | — |
| Reactant | 5-Bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl ester | HCID 46855860 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | methyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoate | HCID 25194889 | — |
Reaction Steps
After the 5-bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl ester (1 g, 1 eq) was dissolved in ethanol, [3-(1H-benzimidazole-2-yl)propyl]methylamine (0.66 g, 1 eq) as a benzimidazole derivative, and potassium carbonate (0.58 g, 1.2 eq) were added into the solution and heated and refluxed for 3 hours. When the reaction was completed, the precipitate was filtrated and the solvent was removed at low pressures. The target compound 5-{[3-(1H-benzimidazole-2-yl)propyl]methylamino}-2-(4-bromophenyl)-2-isopropyl pentanoic acid methyl ester was obtained by separation and purification of the mixture using a column chromatography (ethyl acetate:methanol=10:1) (635 mg, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939672B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-5321683e037b475da4be1cc9822381d0 |
| Source note | uspto-grants-2011_05 |